Holiday rentals in Penn Cove

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Top-rated holiday rentals in Penn Cove

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Guest favourite
A spacious living area features a large L-shaped couch arranged around a round coffee table. Multiple windows offer a panoramic view of the ocean, allowing natural light to fill the space. A cozy chair and decorative area rug complement the inviting atmosphere.
Home in Oak Harbor
4.98 out of 5 average rating, 136 reviews

Waterfront Beach House on Whidbey Island

Come relax at West Beach Bungalow with breathtaking views of the San Juan Islands, Vancouver Island, and the Olympic Mountain Range. You’re so close to the ocean, you'll feel like you’re on a boat. View the most gorgeous sunsets you’ve ever seen right out front with Swan Lake across the street. Watch eagles, otters, whales and seagulls from the comfort of this cozy cabin. Newly updated with all the comforts of home. Escape to West Beach Bungalow - your relaxing seaside retreat on Whidbey Island.

Top guest favourite
A charming single-story home is set against a serene waterfront backdrop, featuring a rustic facade and a welcoming entrance. A tranquil deck area includes a table and chairs, with a distant view of a pier extending into the calm waters.
Cottage in Oak Harbor
4.97 out of 5 average rating, 109 reviews

Sandpiper Haven: Whidbey Waterfront Beach House

Welcome to Sandpiper Haven! A sister property to Sunset Beach Haven, this beloved retreat on Whidbey Island is the perfect getaway. Nestled on famous Penn Cove, this charming single-story home offers direct beach access, stunning 180° views of the Olympic and Cascade Mountains and all the comforts of home including Air Conditioning. Unwind on our spacious deck, gather around the fire pit, stroll the beach, or cozy up inside to enjoy the scenery. Plus, enjoy seasonal use of kayaks and a rowboat.

Top guest favourite
A scenic view showcases a winding driveway leading through manicured lawns and vibrant landscaping, with colorful trees and blooming flowers. In the distance, the tranquil waters of Penn Cove are visible under a clear blue sky.
Guest suite in Coupeville
5 out of 5 average rating, 105 reviews

Coupeville Suite Retreat at Penn Cove

Perched above beautiful Penn Cove and just a short stroll to downtown Coupeville, your Suite Retreat awaits! Located on four private acres, this is your base camp for Whidbey adventures. This private and airy 865sf upstairs studio features living, kitchen, dining, work station, and sleeping areas. French doors lead to a balcony overlooking the grounds and Penn Cove. Perfect for 2-4 guests, with a queen bed and comfortable queen sleeper sofa. WiFi, Bluetooth speaker, and smart TV for streaming.

Guest favourite
A charming mixed-use commercial building is presented in a row, featuring three distinct retail spaces with modern façades. Each unit displays large windows and inviting entrance doors, framed by manicured landscaping and a wide concrete pathway leading to spacious outdoor seating areas.
Flat in Coupeville
4.94 out of 5 average rating, 304 reviews

Coupeville Coveland Suite #3

Welcome to Coveland Suites your perfect vacation destination! Whether you're here for a weekend getaway, festival, wedding @ Crockett & Jenne Farms (8 min) or Capt Whidbey (6 min), Art Class (1/2 mile), our location is perfect! Easy access to local dining, shopping, & outdoor activities like kayaking, sailing & biking, all within walking distance. Experience breathtaking views of Puget Sound & Cascade Mountain Range while creating unforgettable memories with your loved ones at Coveland Suites!

Top guest favourite
A wooden archway covered in greenery frames a winding stone pathway, leading to a charming cabin surrounded by diverse plants and vibrant flowers. Hanging planters add color, while the lush foliage creates a serene garden atmosphere, inviting guests to explore the peaceful surroundings.
Cabin in Coupeville
4.92 out of 5 average rating, 655 reviews

Private and Cozy Island Hide-Away

Peaceful and charming custom built cabin retreat w/ lovely garden in Ebey's Landing Historic Reserve. Perfect for two, in an area brimming w/ wild beauty and recreational opportunities. Here you will find your private island getaway with a delightful garden, easy access to historic Coupeville, stunning coastal hikes, and Port Townsend a short ferry ride away. A world away from city and work. Chance of Navy jet noise Monday through Thursday. Bathroom is separate from cabin & across patio.

Top guest favourite
An aerial view captures a secluded lagoon surrounded by lush green trees. Clear waters reflect the vibrant sky, and a sandy shoreline curves along the edge. A path leads to the nearby land, highlighting the private nature of the location.
Cottage in Coupeville
4.98 out of 5 average rating, 126 reviews

Private 2 bedroom Cottage on a Lagoon.

Rare two bedroom Cottage on a Private Lagoon. Centrally located for you to explore the island, or very private for a relaxing get-away. Inside Ebey’s Preserve (A division of the National Parks), this unique location Is full of history. Minutes from Ebey’s State Park, and a short drive to Deception Pass State Park. Eagles, deer, otters, and wildlife out all the windows. Lovely deck overlooking the water, a fire pit patio with waters view. Fantastic get away for a wonderful time on Whidbey.

Top guest favourite
A charming cottage is surrounded by vibrant landscaping, featuring colorful flower beds and lush greenery. Solar panels adorn the roof, and large windows allow natural light to fill the interior. The property is situated near the waterfront, providing scenic views and direct access to nature.
Cottage in Coupeville
4.93 out of 5 average rating, 852 reviews

Downtown Coupeville - FrontHaven Cottage

This beautiful cottage is located in the heart of Coupeville. Beautifully landscaped and on the waterfront. Just walking distance from downtown restaurants, shops, festivals, art schools, county buildings and WhidbeyHealth Hospital Campus. This private cottage features a full kitchen, master bedroom with queen bed, loft with queen bed, south-facing sun deck, off street parking and free wifi. Beautifully landscaped, fall asleep to the sounds of our stream just outside your window!

Guest favourite
A cozy living area features a modern sofa and a wooden coffee table, with a wall-mounted television displaying nature imagery. A dining table sits nearby, surrounded by potted plants, while the kitchen showcases sleek appliances and decorative tile accents.
Home in Freeland
4.94 out of 5 average rating, 225 reviews

Tranquil , Modern island home with water *views*

Leave all your cares behind and replenish in this relaxing stylish space. This island getaway near Double Bluff Beach boasts 2 spacious bedrooms, 1 bath, and was completely remodeled in 2022. This is a getaway for those who wish to reset and relax while enjoying all that Whidbey Island has to offer. Sip on a local coffee while gazing at 180 degree views of Useless Bay, Mt. Rainier, and quaint farms. Walk to Deer Lagoon to observe the over 170 species of birds taking up residence.

Top guest favourite
A gravel pathway extends from the building, bordered by vibrant green grass and tall trees reaching towards a clear blue sky. Sunlight filters through the branches, casting shadows on the ground and creating a serene outdoor ambiance.
Guest house in Oak Harbor
4.99 out of 5 average rating, 144 reviews

Secluded forest studio with water view

Escape from everyday life in a one-bedroom water-view studio on the 2nd floor of a solar powered guest house on Whidbey Island. Situated in the midst of a 6 acre forest, enjoy a calming experience with views of Penn Cove and the iconic town of Coupeville. Listen to the songbirds and great horned owls. Absorb nature by walking the trails without leaving the property. Share the yoga studio on the second floor. Visit a public beach 1/4 mile away, kayak or paddleboard on Penn Cove.

Top guest favourite
Vibrant red poppies are framed in the foreground, contrasting with a serene view of the ocean and the snow-capped Olympic Mountains in the distance. The calm waters reflect the sky, while a small boat can be seen navigating the Salish Sea.
Flat in Coupeville
4.98 out of 5 average rating, 450 reviews

Serenity on the Salish Sea

This 500 sq. ft. apartment is completely private with 2 entries, a full kitchen with gas range, and a full sized refrigerator. The bathroom with whirlpool tub and shower (I clean the jets after every visit!) is large and the living and dining are combined. Your views from the property are gorgeous!! and the deck shows off a bit of heaven on earth. You are welcome to use our washer and dryer. We live in the main house which your apartment is connected to. We are available any time.

Top guest favourite
An airy living space is showcased, featuring large windows that provide expansive ocean views. A comfortable seating arrangement centers around a decorative fireplace, while a large dining table is positioned nearby. Natural light brightens the room, enhancing its spacious feel.
Home in Oak Harbor
4.96 out of 5 average rating, 139 reviews

2BR Luxury Beachfront Retreat (Deck/Firepit/Beach)

We invite you to come stay and experience all of the beauty that the PNW has to offer at this magical beachfront retreat. You can’t beat this location for your next vacation/staycation/flexcation. Enjoy unobstructed 180° Salish Sea views from 177ft of low-bank Whidbey Island oceanfront. Sip fine Northwest wines from the expansive outdoor entertaining spaces while the sun sets behind the Olympic mountain range and island peaks beyond Victoria, BC and the San Juan Islands.

Top guest favourite
An open-plan living and dining area features large windows offering unobstructed views of Penn Cove and the distant Olympic Mountains. A wooden dining table, surrounded by six chairs, sits adjacent to a cozy seating arrangement. Colorful artworks adorn the walls, adding character to the space.
Home in Oak Harbor
4.96 out of 5 average rating, 203 reviews

House on Penn Cove: Charming Low Bank Waterfront

The House on Penn Cove is located on a private road going down a cliff to no bank water front, so this a very private location. There is unobstructed Penn Cove views and the historic town of Coupeville can be seen across the cove. On clear days, you have a spectacular view of the Olympic Mountain range. The house has a Mid Century Modern design with particularly the Pink Kitchen being something that has to be seen.

Popular amenities for Penn Cove holiday rentals

  1. Airbnb
  2. United States
  3. Washington
  4. Island County
  5. Penn Cove